33104-02-8Relevant articles and documents
Prenyl Praxis: A Method for Direct Photocatalytic Defluoroprenylation
Priya, Sonal,Weaver, Jimmie D.
supporting information, p. 16020 - 16025 (2018/11/27)
The prenyl fragment is the quintessential constituent of terpenoid natural products, a diverse family which contains numerous members with diverse biological properties. In contrast, fluorinated and multifluorinated arenes make up an important class of anthropogenic molecules which are highly relevant to material, agricultural, and pharmaceutical industries. While allylation chemistry is well developed, effective prenylation strategies have been less forthcoming. Herein, we describe the photocatalytic defluoroprenylation, a powerful method that provides access to "hybrid molecules" that possess both the functionality of a prenyl group and fluorinated arenes. This approach involves direct prenyl group transfer under very mild conditions, displays excellent functional group tolerance, and includes relatively short reaction times (4 h), which is the fastest photocatalytic C-F functionalization developed to date. Additionally, the strategy can be extended to include allyl and geranyl (10 carbon fragment) transfers. Another prominent finding is a reagent-dependent switch in regioselectivity of the major product from para to ortho C-F functionalization.
Fluorinated polyhedral oligomeric silsesquioxanes
Wang, Xiaobai,Ye, Qun,Song, Jing,Cho, Ching Mui,He, Chaobin,Xu, Jianwei
, p. 4547 - 4553 (2015/02/19)
A series of fluorinated polyhedral oligomeric silsesquioxane (POSS) derivatives were prepared via hydrosilylation reaction and they were characterized by 1H, 13C, 29Si and 19F nuclear magnetic resonance (NMR) sp
SYNTHESE D'ETHERS ET DE THIOETHERS ALLYLIQUES FLUORES PAR CATALYSE PAR TRANSFERT DE PHASE
Boutevin, B.,Youssef, B.,Boileau, S.,Garnault, A. M.
, p. 399 - 410 (2007/10/02)
Several fluorinated allylic ethers, thioethers and diethers have been prepared in excellent yields by phase transfer catalysis (CTP).The used halogenated compounds are allyl chloride and bromide, p-chloromethylstyrene.The used fluorinated alcohols are aromatic pentafluorophenol and various aliphatics: CF3-CH2OH, CF2H-CF2-CH2-OH, ClCF2-CF2-CH2OH, C6F13C2H4OH, HO-CH2-CF2-CFCl-CF2-CH2OH and HO-C6H4-C(CF3)2-C6H4-OH.All these new compounds have been characterized by 1H and 13C NMR.We conclude that CTP is the best method to obtain allylic and diallylic compounds.